Synthetic Studies on the Nucleophilic Adducts of Thiophenol Derivatives to 4'-[N-(9-Acridinyl)]-1'-(N-methanesulfonyl)-3'-methoxyquinonediimide

4'-[N-(9-Acridinyl)]-1'-(N-methanesulfonyl)-3'-methoxyquinonediimide에 대한 Thiophenol 유도체의 친핵성 첨가물의 합성에 관한 연구

  • Kim, Tae Rin (Department of Chemistry, Korea University) ;
  • Chung, Dong In (Industrial Health Research Institute Korea Industrial Safety Corporation) ;
  • Pyun, Sang Yong (Department of Chemistry, Pukyung National University)
  • 김태린 (고려대학교 화학과) ;
  • 정동인 (한국산업안전공단 산업보건연구원) ;
  • 편상용 (부경대학교 화학과)
  • Published : 19960800

Abstract

A simple and efficient new synthetic method of 4'-[N-(9-acridinyl)]-1'-(N-methanesulfonyl)-3'-methoxyquinonediimide(AMQD, 5) was developed and six new nucleophilic adducts(6a-6f) were prepared by the addition of thiophenol derivatives to AMQD. The structures of these compounds were confirmed by elemental analysis, mass, ir and nmr spectra.

4'-[N-(9-acridinyl)]-1'-(N-methanesulfonyl)-3'-methoxyquinonediimide(AMQD, 5)를 간편하고 효율적인 새로운 방법으로 얻었으며, AMQD에 thiophenol 유도체를 반응시켜 6종류의 새로운 첨가 생성물(6a-6f)들을 합성하였다. 이 화합물들의 구조는 원소분석, Mass, IR 및 NMR 스펙트라 등에 의하여 확인되었다.

Keywords

References

  1. Ber v.37 Willstatter, R.;Pfannenstiehl, A.
  2. Cancerd Treat. Rep. v.66 Ferguson, L. R.;Denney, W. A.
  3. Chem. Rev. v.16 Michael, L.
  4. Photo. Sci. Eng. v.8 Tong, L. K. J.;Glesman, M. C.
  5. J. Org. Chem. v.34 Finely, K. T.;Kaiser, R. S.;Reeves, R. L.;Werimont, G.
  6. J. Am. Chem. Soc. v.99 Holmes, T. J. Jr.;Lawton, R. G.
  7. Rev. Chem. Soc. v.24 Conner, O.
  8. J. Med. Chem. v.11 Cain, B. F.;Atwell, G. J.
  9. J. Med. Chem. v.18 Cain, b. F.;Atwell, G. J.;Danney, W. A.
  10. J. Med. Chem. v.17 Cain, B. F.
  11. Drug Metabolism Disposition v.10 Shoemaker, D. D.;Cysyk, R. l.
  12. Bull. Soc. Chim. France v.5 Adams, R.;Reifschneiderm, W.
  13. J. Am. Chem. Soc. v.79 Adams, R.;Young, T. E.
  14. J. Am. Chem. Soc. v.74 Adams, S.;Elslager, E. F.;Heamman, K. F.
  15. J. Am. Chem. Soc. v.82 Tong, L. K. J.;Glesman, M. C.;Bent, R. L.
  16. J. Am. Chem. Soc. v.79 Tong, L. K. J.;Glesman, M. C.
  17. J. Am. Chem. Soc. v.75 Adams, R.;Elslager, E. F.;Young, T. E.
  18. J. Chem. Soc. Craig, D. P.;Short, L. N.
  19. Introduction to spectroscopy Pavia, D. L.;Lampman, G. M.;Kriz, G. S. Jr